Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615013601/yf3089sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229615013601/yf3089Isup2.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S2053229615013601/yf3089sup3.pdf |
CCDC reference: 1016828
Data collection: X-AREA (Stoe & Cie, 2007); cell refinement: X-AREA (Stoe & Cie, 2007); data reduction: X-RED (Stoe & Cie, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) and X-STEP32 (Stoe & Cie, 2000); molecular graphics: Mercury (Macrae et al., 2006) and ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2009).
2C3H8NO2S+·2F−·C3H7NO2S·HF | F(000) = 444 |
Mr = 423.52 | Dx = 1.541 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.8730 (6) Å | Cell parameters from 20131 reflections |
b = 5.2291 (2) Å | θ = 1.8–29.6° |
c = 15.3459 (9) Å | µ = 0.47 mm−1 |
β = 106.602 (4)° | T = 150 K |
V = 913.03 (8) Å3 | Needle, colorless |
Z = 2 | 0.47 × 0.15 × 0.07 mm |
Stoe IPDS 2 diffractometer | 4386 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 4013 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.033 |
Detector resolution: 6.67 pixels mm-1 | θmax = 28.3°, θmin = 1.8° |
rotation method scans | h = −15→15 |
Absorption correction: numerical (X-RED; Stoe & Cie, 2007) | k = −6→6 |
Tmin = 0.874, Tmax = 0.969 | l = −20→20 |
14224 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.029 | Only H-atom coordinates refined |
wR(F2) = 0.064 | w = 1/[σ2(Fo2) + (0.0372P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
4386 reflections | Δρmax = 0.46 e Å−3 |
289 parameters | Δρmin = −0.43 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 1888 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.03 (5) |
Experimental. Single crystal X-ray diffraction experiments was performed using a STOE IPDS-II diffractometer, equipped with a molybdenum X-ray tube (λ = 0.71073 Å) and an image plate detector. Data were collected at 150 K. Data collection, indexing and integration of reflections as well as data reduction were performed using the X-Area software (Stoe & Cie GmbH, 2007). Crystal structure was refined using SHELXL (Sheldrick, 1997; Sheldrick, 2008) integrated in the X-Step32 shell (Stoe & Cie GmbH, 2000). Parameters characterizing data collection and refinement, as well as crystal data, are summarized in Table 1. Mercury (Macrae et al., 2006), ORTEP-3 (Farrugia, 2012) and PLATON (Spek, 2003) were used for visualization and analysis of the crystal structures The structural data for (I) at 150 K are available as Supporting information, and have been deposited as a CIF to the Cambridge Crystallographic Data Base (CCDC No. 1016828). It can be downloaded freely from the following site: https://www.ccdc.cam.ac.uk. |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
S1B | 0.04538 (4) | 0.21024 (9) | 0.19770 (3) | 0.02548 (10) | |
H7B | 0.1214 (19) | 0.080 (5) | 0.2302 (15) | 0.031* | |
S1A | 0.62700 (4) | 1.61011 (10) | 0.68321 (4) | 0.03243 (12) | |
H7A | 0.626 (2) | 1.710 (5) | 0.6145 (16) | 0.039* | |
F1 | 0.57027 (10) | 1.0857 (2) | 0.83518 (8) | 0.0320 (3) | |
H1F | 0.548 (2) | 0.905 (5) | 0.8599 (18) | 0.038* | |
O2B | 0.06232 (12) | 0.7961 (3) | 0.45929 (9) | 0.0261 (3) | |
O2A | 0.31075 (12) | 0.9714 (3) | 0.66065 (10) | 0.0289 (3) | |
N1A | 0.39684 (14) | 1.4267 (3) | 0.72580 (11) | 0.0208 (3) | |
H5A | 0.430 (2) | 1.322 (5) | 0.7698 (16) | 0.025* | |
H4A | 0.321 (2) | 1.452 (5) | 0.7212 (15) | 0.025* | |
H6A | 0.433 (2) | 1.561 (5) | 0.7446 (15) | 0.025* | |
F3 | −0.17077 (11) | −0.0244 (3) | 0.28363 (10) | 0.0531 (5) | |
O1A | 0.34290 (13) | 1.0371 (3) | 0.52546 (10) | 0.0319 (3) | |
H8A | 0.290 (2) | 0.862 (5) | 0.4988 (17) | 0.038* | |
C1A | 0.54278 (16) | 1.3215 (4) | 0.64300 (13) | 0.0229 (4) | |
H1A | 0.5735 (19) | 1.185 (5) | 0.6862 (15) | 0.028* | |
H2A | 0.555 (2) | 1.288 (5) | 0.5864 (16) | 0.028* | |
C1B | 0.09375 (15) | 0.4669 (3) | 0.27949 (12) | 0.0187 (3) | |
H2B | 0.1742 (19) | 0.491 (4) | 0.2887 (14) | 0.022* | |
H1B | 0.0516 (18) | 0.609 (4) | 0.2551 (14) | 0.022* | |
O1B | 0.23874 (10) | 0.6526 (3) | 0.45526 (9) | 0.0266 (3) | |
C3B | 0.12722 (14) | 0.6443 (3) | 0.43553 (10) | 0.0189 (3) | |
C2B | 0.07312 (14) | 0.4223 (3) | 0.37209 (11) | 0.0173 (3) | |
H3B | 0.1067 (18) | 0.270 (4) | 0.4007 (14) | 0.021* | |
C2A | 0.41244 (15) | 1.3502 (3) | 0.63704 (11) | 0.0193 (3) | |
H3A | 0.3759 (19) | 1.493 (5) | 0.5936 (15) | 0.023* | |
N1B | −0.05445 (14) | 0.4043 (4) | 0.36405 (11) | 0.0251 (3) | |
H5B | −0.088 (2) | 0.554 (5) | 0.3412 (17) | 0.030* | |
H4B | −0.062 (2) | 0.382 (5) | 0.4187 (18) | 0.030* | |
H6B | −0.084 (2) | 0.281 (5) | 0.3301 (18) | 0.030* | |
C3A | 0.34884 (14) | 1.0962 (4) | 0.60840 (11) | 0.0211 (3) | |
S1C | 0.13977 (4) | 0.66918 (9) | 0.06077 (4) | 0.03172 (12) | |
H7C | 0.217 (2) | 0.644 (5) | 0.1156 (16) | 0.038* | |
N1C | 0.37888 (13) | 0.8327 (3) | −0.00018 (11) | 0.0231 (3) | |
H6C | 0.3788 (19) | 0.717 (5) | 0.0378 (16) | 0.028* | |
H4C | 0.417 (2) | 0.794 (5) | −0.0406 (17) | 0.028* | |
H5C | 0.412 (2) | 0.970 (5) | 0.0290 (16) | 0.028* | |
O1C | 0.16396 (11) | 1.1844 (3) | −0.16936 (9) | 0.0302 (3) | |
H8C | 0.170 (2) | 1.309 (5) | −0.2111 (18) | 0.036* | |
O2C | 0.35190 (12) | 1.2685 (3) | −0.09541 (10) | 0.0315 (3) | |
C1C | 0.18091 (17) | 0.9535 (4) | 0.00988 (14) | 0.0256 (4) | |
H2C | 0.112 (2) | 1.034 (5) | −0.0198 (16) | 0.031* | |
H1C | 0.217 (2) | 1.064 (5) | 0.0558 (16) | 0.031* | |
C3C | 0.26318 (14) | 1.1399 (4) | −0.10910 (11) | 0.0210 (3) | |
C2C | 0.25708 (14) | 0.9019 (3) | −0.05326 (12) | 0.0203 (3) | |
H3C | 0.2270 (18) | 0.760 (4) | −0.0936 (15) | 0.024* | |
F2 | 0.50953 (10) | 0.7137 (2) | 0.88290 (7) | 0.0295 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1B | 0.0283 (2) | 0.0276 (2) | 0.0219 (2) | −0.00605 (18) | 0.00945 (16) | −0.00723 (18) |
S1A | 0.0280 (2) | 0.0356 (3) | 0.0360 (3) | −0.0151 (2) | 0.01298 (19) | −0.0139 (2) |
F1 | 0.0364 (6) | 0.0298 (6) | 0.0288 (6) | −0.0032 (5) | 0.0077 (5) | −0.0032 (5) |
O2B | 0.0291 (7) | 0.0257 (7) | 0.0238 (6) | 0.0016 (5) | 0.0080 (5) | −0.0040 (5) |
O2A | 0.0316 (7) | 0.0277 (7) | 0.0287 (7) | −0.0095 (6) | 0.0105 (5) | −0.0011 (6) |
N1A | 0.0194 (7) | 0.0232 (8) | 0.0199 (7) | 0.0014 (6) | 0.0056 (6) | −0.0027 (6) |
F3 | 0.0325 (7) | 0.0843 (11) | 0.0508 (8) | −0.0328 (7) | 0.0252 (6) | −0.0442 (8) |
O1A | 0.0399 (8) | 0.0330 (8) | 0.0242 (7) | −0.0170 (6) | 0.0116 (6) | −0.0102 (6) |
C1A | 0.0206 (8) | 0.0230 (9) | 0.0273 (9) | −0.0045 (7) | 0.0101 (7) | −0.0048 (7) |
C1B | 0.0177 (8) | 0.0180 (8) | 0.0205 (8) | −0.0014 (6) | 0.0056 (6) | −0.0013 (6) |
O1B | 0.0185 (5) | 0.0266 (7) | 0.0310 (6) | −0.0044 (5) | 0.0012 (5) | −0.0087 (6) |
C3B | 0.0219 (7) | 0.0180 (8) | 0.0156 (7) | −0.0017 (6) | 0.0034 (5) | 0.0000 (6) |
C2B | 0.0158 (7) | 0.0184 (8) | 0.0171 (8) | −0.0021 (6) | 0.0036 (6) | 0.0010 (6) |
C2A | 0.0198 (8) | 0.0208 (8) | 0.0172 (8) | −0.0020 (6) | 0.0053 (6) | −0.0015 (6) |
N1B | 0.0209 (7) | 0.0364 (9) | 0.0184 (8) | −0.0091 (7) | 0.0061 (6) | −0.0028 (7) |
C3A | 0.0175 (7) | 0.0253 (9) | 0.0205 (8) | −0.0041 (7) | 0.0052 (6) | −0.0024 (7) |
S1C | 0.0302 (2) | 0.0300 (3) | 0.0389 (3) | −0.00468 (19) | 0.01631 (19) | 0.0079 (2) |
N1C | 0.0185 (7) | 0.0265 (8) | 0.0246 (8) | 0.0007 (6) | 0.0067 (6) | 0.0063 (7) |
O1C | 0.0200 (6) | 0.0308 (7) | 0.0343 (7) | −0.0013 (6) | −0.0009 (5) | 0.0093 (6) |
O2C | 0.0235 (6) | 0.0343 (8) | 0.0320 (7) | −0.0086 (6) | 0.0006 (5) | 0.0129 (6) |
C1C | 0.0247 (9) | 0.0204 (9) | 0.0350 (10) | 0.0005 (7) | 0.0140 (8) | 0.0039 (8) |
C3C | 0.0198 (7) | 0.0224 (9) | 0.0206 (8) | −0.0001 (6) | 0.0056 (6) | 0.0000 (7) |
C2C | 0.0159 (7) | 0.0201 (8) | 0.0241 (8) | −0.0004 (6) | 0.0047 (6) | 0.0003 (7) |
F2 | 0.0333 (5) | 0.0288 (6) | 0.0264 (5) | −0.0009 (5) | 0.0086 (4) | 0.0003 (5) |
S1B—C1B | 1.8153 (18) | C2B—N1B | 1.487 (2) |
S1B—H7B | 1.13 (2) | C2B—H3B | 0.94 (2) |
S1A—C1A | 1.8183 (19) | C2A—C3A | 1.529 (2) |
S1A—H7A | 1.17 (2) | C2A—H3A | 1.01 (2) |
F1—H1F | 1.08 (3) | N1B—H5B | 0.90 (3) |
O2B—C3B | 1.232 (2) | N1B—H4B | 0.87 (3) |
O2A—C3A | 1.217 (2) | N1B—H6B | 0.84 (3) |
N1A—C2A | 1.481 (2) | S1C—C1C | 1.810 (2) |
N1A—H5A | 0.87 (2) | S1C—H7C | 1.06 (2) |
N1A—H4A | 0.90 (2) | N1C—C2C | 1.488 (2) |
N1A—H6A | 0.83 (3) | N1C—H6C | 0.84 (3) |
O1A—C3A | 1.292 (2) | N1C—H4C | 0.89 (3) |
O1A—H8A | 1.12 (3) | N1C—H5C | 0.88 (3) |
C1A—C2A | 1.531 (2) | O1C—C3C | 1.294 (2) |
C1A—H1A | 0.97 (2) | O1C—H8C | 0.93 (3) |
C1A—H2A | 0.94 (2) | O2C—C3C | 1.216 (2) |
C1B—C2B | 1.527 (2) | C1C—C2C | 1.527 (3) |
C1B—H2B | 0.93 (2) | C1C—H2C | 0.91 (2) |
C1B—H1B | 0.91 (2) | C1C—H1C | 0.92 (2) |
O1B—C3B | 1.272 (2) | C3C—C2C | 1.524 (3) |
O1B—H8A | 1.34 (3) | C2C—H3C | 0.97 (2) |
C3B—C2B | 1.533 (2) | F2—H1F | 1.20 (3) |
C1B—S1B—H7B | 94.9 (12) | C3A—C2A—H3A | 111.7 (13) |
C1A—S1A—H7A | 101.6 (13) | C1A—C2A—H3A | 110.3 (12) |
C2A—N1A—H5A | 113.2 (15) | C2B—N1B—H5B | 108.0 (15) |
C2A—N1A—H4A | 110.8 (14) | C2B—N1B—H4B | 107.8 (15) |
H5A—N1A—H4A | 112 (2) | H5B—N1B—H4B | 109 (2) |
C2A—N1A—H6A | 111.1 (16) | C2B—N1B—H6B | 109.5 (17) |
H5A—N1A—H6A | 101 (2) | H5B—N1B—H6B | 111 (2) |
H4A—N1A—H6A | 108 (2) | H4B—N1B—H6B | 111 (2) |
C3A—O1A—H8A | 115.0 (13) | O2A—C3A—O1A | 126.52 (17) |
C2A—C1A—S1A | 112.78 (13) | O2A—C3A—C2A | 121.49 (15) |
C2A—C1A—H1A | 106.8 (13) | O1A—C3A—C2A | 111.98 (15) |
S1A—C1A—H1A | 108.4 (14) | C1C—S1C—H7C | 99.4 (14) |
C2A—C1A—H2A | 112.6 (14) | C2C—N1C—H6C | 111.1 (15) |
S1A—C1A—H2A | 104.8 (15) | C2C—N1C—H4C | 106.4 (15) |
H1A—C1A—H2A | 112 (2) | H6C—N1C—H4C | 115 (2) |
C2B—C1B—S1B | 115.29 (12) | C2C—N1C—H5C | 108.0 (15) |
C2B—C1B—H2B | 108.0 (13) | H6C—N1C—H5C | 109 (2) |
S1B—C1B—H2B | 108.1 (14) | H4C—N1C—H5C | 107 (2) |
C2B—C1B—H1B | 106.9 (13) | C3C—O1C—H8C | 112.6 (15) |
S1B—C1B—H1B | 106.8 (14) | C2C—C1C—S1C | 114.23 (14) |
H2B—C1B—H1B | 111.8 (19) | C2C—C1C—H2C | 111.7 (15) |
C3B—O1B—H8A | 116.1 (11) | S1C—C1C—H2C | 106.4 (16) |
O2B—C3B—O1B | 127.20 (16) | C2C—C1C—H1C | 111.7 (15) |
O2B—C3B—C2B | 119.46 (14) | S1C—C1C—H1C | 108.1 (15) |
O1B—C3B—C2B | 113.30 (14) | H2C—C1C—H1C | 104 (2) |
N1B—C2B—C1B | 111.28 (13) | O2C—C3C—O1C | 126.18 (17) |
N1B—C2B—C3B | 109.43 (14) | O2C—C3C—C2C | 122.16 (15) |
C1B—C2B—C3B | 109.01 (13) | O1C—C3C—C2C | 111.65 (15) |
N1B—C2B—H3B | 105.7 (13) | N1C—C2C—C3C | 108.15 (14) |
C1B—C2B—H3B | 113.8 (13) | N1C—C2C—C1C | 110.79 (15) |
C3B—C2B—H3B | 107.5 (13) | C3C—C2C—C1C | 110.15 (15) |
N1A—C2A—C3A | 108.53 (14) | N1C—C2C—H3C | 106.7 (13) |
N1A—C2A—C1A | 111.18 (14) | C3C—C2C—H3C | 109.5 (13) |
C3A—C2A—C1A | 109.86 (14) | C1C—C2C—H3C | 111.4 (13) |
N1A—C2A—H3A | 105.2 (13) | ||
S1B—C1B—C2B—N1B | −63.75 (18) | C1A—C2A—C3A—O2A | 111.21 (19) |
S1B—C1B—C2B—C3B | 175.48 (11) | N1A—C2A—C3A—O1A | 169.92 (15) |
O2B—C3B—C2B—N1B | −10.8 (2) | C1A—C2A—C3A—O1A | −68.33 (19) |
O1B—C3B—C2B—N1B | 171.54 (15) | O2C—C3C—C2C—N1C | −12.9 (2) |
O2B—C3B—C2B—C1B | 111.15 (17) | O1C—C3C—C2C—N1C | 168.12 (15) |
O1B—C3B—C2B—C1B | −66.56 (18) | O2C—C3C—C2C—C1C | 108.3 (2) |
S1A—C1A—C2A—N1A | −56.45 (19) | O1C—C3C—C2C—C1C | −70.7 (2) |
S1A—C1A—C2A—C3A | −176.60 (12) | S1C—C1C—C2C—N1C | −73.53 (18) |
N1A—C2A—C3A—O2A | −10.5 (2) | S1C—C1C—C2C—C3C | 166.86 (12) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1A—H4A···F3i | 0.90 (2) | 1.76 (2) | 2.659 (2) | 175 (2) |
N1A—H5A···F1 | 0.87 (2) | 2.08 (3) | 2.874 (2) | 150 (2) |
N1A—H5A···O2Cii | 0.87 (2) | 2.51 (2) | 3.055 (2) | 120.9 (19) |
N1A—H6A···F2iii | 0.83 (3) | 2.21 (2) | 2.830 (2) | 132 (2) |
N1A—H6A···O2Aiii | 0.83 (3) | 2.70 (2) | 3.094 (2) | 110.6 (18) |
O1A—H8A···O1B | 1.12 (3) | 1.34 (3) | 2.4438 (19) | 169 (2) |
S1A—H7A···O1Aiv | 1.17 (2) | 2.45 (3) | 3.3440 (15) | 130.9 (18) |
N1B—H4B···O2Bv | 0.87 (3) | 1.93 (3) | 2.797 (2) | 172 (2) |
N1B—H5B···F3iii | 0.90 (3) | 2.47 (3) | 3.374 (3) | 177 (2) |
N1B—H6B···F3 | 0.84 (3) | 1.93 (3) | 2.735 (2) | 162 (2) |
S1B—H7B···S1Avi | 1.13 (2) | 2.91 (2) | 3.8318 (7) | 139.3 (16) |
N1C—H4C···F2vii | 0.89 (3) | 1.87 (3) | 2.757 (2) | 175 (2) |
N1C—H5C···F2iv | 0.88 (3) | 1.90 (3) | 2.757 (2) | 166 (2) |
N1C—H6C···F1viii | 0.84 (3) | 1.99 (3) | 2.751 (2) | 150 (2) |
O1C—H8C···F3ix | 0.93 (3) | 1.42 (3) | 2.3412 (19) | 172 (3) |
S1C—H7C···F1viii | 1.06 (2) | 2.44 (2) | 3.3840 (12) | 147.9 (18) |
F1—H1F···F2 | 1.08 (3) | 1.20 (3) | 2.2676 (17) | 172 (3) |
N1B—H5B···O1Cx | 0.90 (3) | 2.62 (3) | 3.247 (2) | 127.0 (19) |
Symmetry codes: (i) −x, y+3/2, −z+1; (ii) x, y, z+1; (iii) x, y+1, z; (iv) −x+1, y+1/2, −z+1; (v) −x, y−1/2, −z+1; (vi) −x+1, y−3/2, −z+1; (vii) x, y, z−1; (viii) −x+1, y−1/2, −z+1; (ix) −x, y+3/2, −z; (x) −x, y−1/2, −z. |
C3a—O1a | 1.292 (2) | C3b—O1b | 1.272 (2) | C3c—O1c | 1.294 (2) |
C3a—O2a | 1.217 (2) | C3b—O2b | 1.232 (2) | C3c—O2c | 1.216 (2) |
C2a—C3a | 1.529 (2) | C2b—C3b | 1.533 (2) | C2c—C3c | 1.524 (3) |
C2a—N1a | 1.481 (2) | C2b—N1b | 1.487 (2) | C2c—N1c | 1.488 (2) |
C2a—C1a | 1.531 (2) | C2b—C1b | 1.527 (2) | C2c—C1c | 1.527 (3) |
C1a—S1a | 1.8183 (19) | C1b—S1b | 1.8153 (18) | C1c—S1c | 1.810 (2) |
O1a—C3a—O2a | 126.52 (17) | O1b—C3b—O2b | 127.20 (16) | O1c—C3c—O2c | 126.18 (17) |
O1a—C3a—C2a | 111.98 (15) | O1b—C3b—C2b | 113.30 (14) | O1c—C3c—C2c | 111.65 (15) |
O2a—C3a—C2a | 121.49 (15) | O2b—C3b—C2b | 119.46 (14) | O2c—C3c—C2c | 122.16 (15) |
C3a—C2a—C1a | 109.86 (14) | C3b—C2b—C1b | 109.01 (13) | C3c—C2c—C1c | 110.15 (15) |
N1a—C2a—C3a | 108.53 (14) | N1b—C2b—C3b | 109.43 (14) | N1c—C2c—C3c | 108.15 (14) |
N1a—C2a—C1a | 111.18 (14) | N1b—C2b—C1b | 111.28 (13) | N1c—C2c—C1c | 110.79 (15) |
C2a—C1a—S1a | 112.78 (13) | C2b—C1b—S1b | 115.29 (12) | C2c—C1c—S1c | 114.23 (14) |
S1a—C1a—C2a—N1a | -56.45 (19) | S1b—C1b—C2b—N1b | -63.75 (18) | S1c—C1c—C2c—N1c | -73.53 (18) |
S1a—C1a—C2a—C3a | -176.60 (12) | S1b—C1b—C2b—C3b | 175.48 (11) | S1c—C1c—C2c—C3c | 166.86 (12) |
N1a—C2a—C3a—O2a | -10.5 (2) | N1b—C2b—C3b—O2b | -10.8 (2) | N1c—C2c—C3c—O2c | -12.9 (2) |
N1a—C2a—C3a—O1a | 169.92 (15) | N1b—C2b—C3b—O1b | 171.54 (15) | N1c—C2c—C3c—O1c | 168.12 (15) |
C1a—C2a—C3a—O2a | 111.21 (19) | C1b—C2b—C3b—O2b | 111.15 (17) | C1c—C2c—C3c—O2c | 108.3 (2) |
C1a—C2a—C3a—O1a | -68.33 (19) | C1b—C2b—C3b—O1b | -66.56 (18) | C1c—C2c—C3c—O1c | -70.7 (2) |
(III) | (II) | (I) | Assignment |
3372 | ν(OH) H2O | ||
3033, 2993, 2943 | 3023, 2965, 2918 | ν(NH), ν(CH), | |
2878 | ν(OH) | ||
3246, 3218 | ν(NH) | ||
3051, 3035 | ν(NH) | ||
2983, 2942 | ν(CH) | ||
2646, 2614 | 2684, 2631, 2604 | 2661 | combi |
2564 | 2557, 2542 | 2566, 2557 (sh), 2546 (sh) | ν(SH) |
2527, 2443, 2420, 2091, 1999, 1972 | 1918 | combi | |
1740 | 1708 | 1721 (sh), 1693 | ν(C=O) |
1674 | 1682 | νas(COO-) | |
1645 | δ(H2O) | ||
1622, 1570 | 1606, 1578 | 1609 | δas(NH3+) |
1519 | 1514, 1487 | 1516 | δs(NH3+) |
1429, 1399 | 1427, 1400 | 1418, 1398 | δ(CH2) |
1375 | 1373 | νs(COO-) | |
1350, 1314 | 1332, 1293 (sh) | 1326 | |
1273 | 1272 | 1268 | ω(CH2) |
1220, 1206 | 1218, 1201 | 1195 | τ(CH2) |
1141 | 1138, 1127 | 1150 | ρ(NH3+) |
1107, 1059 | 1100, 1062 | 1093 | |
991, 931 | 988, 962 | 982 | S—H in-plane bend |
869, 838 | 835 (sh), 862 | 864 | δ(COO-) |
777 | 804, 791 | 800 | ω(COO-) |
738 | 761 | 766 | ρ(CH2) |
682 | 674 | 684 | ν(C-S) |
640, 610 | 593 | 644 | |
525 | 568 | 564, 540 | torsion NH3+ |
492, 459 | 498, 457 |
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